Hydrochloric Acid → 2-(3-Cyano-4-isobutyloxyphenyl)-1,3-benzothiazole-7-carboxylic acid

HRID 851868ノート

反応式

HRID 851868 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([C:14]2(C(OC)=O)[NH:18][C:17]3[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=3[S:15]2)[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH:11]([CH3:13])[CH3:12])#[N:2].[OH-].[K+].Cl.CO.[CH2:32]([OH:34])C.C1C[O:38]CC1>O>[C:1]([C:3]1[CH:4]=[C:5]([C:14]2[S:15][C:16]3[C:22]([C:32]([OH:34])=[O:38])=[CH:21][CH:20]=[CH:19][C:17]=3[N:18]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH:11]([CH3:13])[CH3:12])#[N:2]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 23023851Methyl 2-(3-cyano-4-isobutyloxyphenyl)-1,3-benzothiazole-carboxylateHCID 66624091Ethanol tetrahydrofuran methanol

生成物 1

HCID 121323342-(3-Cyano-4-isobutyloxyphenyl)-1,3-benzothiazole-7-carboxylic acid収率 83%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Methyl 2-(3-cyano-4-isobutyloxyphenyl)-1,3-benzothiazole-carboxylate (288 mg, 0.786 mmol) was dissolved in a mixed solvent (50 mL) of methanol/ethanol/THF (2/1/2), and, then a solution of potassium hydroxide (281 mg, 5 mmol) in water (10 mL) was added and stirred for one hour at room temperature. The mixture was made acidic by addition of aqueous 1M hydrochloric acid, and placed under reduced pressure to distill the solvent off. The residue was extracted with chloroform. The chloroform portion was then dried over anhydrous magnesium sulfate and placed under reduced pressure too distill the solvent off. The residual crystalline product was recrystallized from toluene, to give 230 mg (yield 83%) of the desired compound in the form of a white crystalline product.

後処理

  1. distillationto distill the solvent off
  2. extractionThe residue was extracted with chloroform
  3. dry with materialThe chloroform portion was then dried over anhydrous magnesium sulfate
  4. distillationtoo distill the solvent off
  5. customThe residual crystalline product was recrystallized from toluene

出典と根拠

ORDレコード
ord-7dabf0aa854348f689c2c225cf01be77
出典データセット
uspto-grants-2007_08
特許番号
US07253154B2

反応ノート

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